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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 879461Generated: October 29, 2026

Water → HCID 86700272, compound

https://huagongshe.com/reaction/879461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-indol-2-oneHCID 58547665—
Reactant(S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetateHCID 86700141—
CatalystHCID 178418397HCID 178418397—
ProductHCID 86700272HCID 86700272—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of (S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (50 mg, 0.1 mmol) in dioxane (1.2 mL, degassed) was added 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one (30 mg, 1.1 eq.), Pd(PPh3)4 (17 mg, 0.05 eq.), K2CO3(42 mg, 2 eq.) and water (0.1 mL). The reaction mixture was heated at 110° C. for 2 h, cooled and partitioned between ethyl acetate and brine. The organic layer was separated, dried over Na2SO4, filtered and concentrated to give crude which was purified by chromatographic column to afford the desired product. LCMS-ESI+: calc'd for C31H32ClN2O4S: 563.2 (M+H+); Found: 563.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987250B2
Source datasetuspto-grants-2015_03
ORD IDord-bd74937436c140ea8ac71baf65832397
Source noteuspto-grants-2015_03